THE 10 BEST Italy Tours for Experienced Travelers 2025/2026

Build a personalized Italy trip for mature travelers?

Design a fully customized Italy trip with a local travel expert who understands what experienced travelers seek. From immersive cultural experiences and curated stays to flexible pacing and exclusive access.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Simon H.Travel Expert in Belgium, France, Italy & Switzerland

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Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Cycle the Full Via Francigena - Aosta to Rome

(1 review )

No booking fees

Best price guaranteed

An amazing trip, seeing so many different sides of Italy, the main tourist centres, but the rural villages. Fantastically organised and supported when things went wrong (personal injury). Highly recommend this trip for adventurers.

Bicycle toursExplorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Turin, Piedmont & Valle d’

Rome, Turin, Piedmont & Valle d’Aosta, Aosta Valley, Aosta, Berceto, Aulla, Massa, Lucca, San Miniato Alto, San Gimignano, Siena, San Quirico d'Orcia, Radicofani, Bolsena, Saint Bernardo Pass, Viterbo, Sutri, Formello, Verres, Viverone, Vercelli, Vigevano, Pavia, Piacenza, Parma

Duration24 days

From

USD 6,850

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Fantasia Italiana

Trip customizable

Best price guaranteed

Travelling from eternal Rome and up through the hazy hills of Tuscany, you’ll spend five days sampling the best of Assisi, Siena, Florence, Bologna, Venice, and Montepulciano. Catch the spirit of La Vita Bella as you explore elegant Florentine piazzas, rummage through handcrafted artisanal treasures, sip world-class wines, and float down intimate Venetian canals. Experience a taste of Italy with us!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration5 days

From

USD 992

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Italy Experienced Travelers Trips: Tuscan Adventure: Rome To Florence

15% OFF TODAY

Super Sales

Tuscan Adventure: Rome to Florence

(4 reviews )

No booking fees

Best price guaranteed

It was great and I am really glad I did it through a travel company, because planning it on my own would have taken so much time that i probably wouldn't be able to go.

Explorer

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Florence, Montepulciano

15% OFF TODAY

Duration7 days

From

USD 1,849

USD 1,571

Saving

USD 278

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24% OFF TODAY

Central & Eastern Europe Explorer

No booking fees

Best price guaranteed

Experience the very best of Central & Eastern Europe on this 15-day guided group tour! Uncover hidden gems, be captivated by vibrant capital cities, indulge in delicious cuisine and see famous historical sights up close. Natural beauty abounds from the Swiss Alps and the Bavarian countryside to the Italian Lake District. Wander the fairytale streets of Vienna, Budapest and Prague. Cruise along the Venice canals, admire Renaissance art in Florence and discover the many highlights of Munich. Explore Bratislava, Neuschwanstein Castle, Melk Abbey and much more on this unmissable journey!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Munich, Vienna, Budapest, Prague

Munich, Vienna, Budapest, Prague, Innsbruck, Swiss Alps, Lake Como, Montecatini, Venice

24% OFF TODAY

Duration15 days

From

USD 3,185

USD 2,436

Saving

USD 749

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24% OFF TODAY

Italy in Low Season

No booking fees

Best price guaranteed

Looking for a winter escape? Expat Explore’s unforgettable Italy tour packages await! Uncover Northern Italy's ancient history, rich culture and mouthwatering cuisine during low season. Explore the epic sights of Rome, Florence and Venice - the art cities of Italy. Tuck into famous local foods in Parma, Bologna and Tuscany. Discover hidden gems like Ferrara, the UNESCO-listed city and the awe-inspiring Trento, located in the Dolomite Mountains. Marvel at the majestic Italian Lake District, pose with the Leaning Tower of Pisa and style it up in Milan on this affordable tour!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Florence, Milan, Trento, V

Rome, Florence, Milan, Trento, Venice, Bologna

24% OFF TODAY

Duration10 days

From

USD 1,785

USD 1,355

Saving

USD 430

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Italy Experienced Travelers Trips: Best Of Northern Italy: Florence To Venice

15% OFF TODAY

Super Sales

Best of Northern Italy: Florence to Venice

(4 reviews )

No booking fees

Best price guaranteed

The overall experience was a lot of fun. We were busy the entire time, and with the great organization managed to see a whole lot of Northern Italy within such a small amount of time. We were very nicely taken care of by our CEO. She was extremely responsive and helpful when any questions came her way, and she absolutely loved when people asked questions about Italy and it's storied history. Great trip!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Florence, Venice, Cinque Terre, Lake Como

15% OFF TODAY

Duration8 days

From

USD 1,999

USD 1,699

Saving

USD 300

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Super Sales

Premium Puglia

No booking fees

Best price guaranteed

Dreamy beaches, inspiring architecture and ancient wonders come together on an eight-day Premium adventure through Italy’s Puglia region. Understated and unbelievably beautiful, this lesser-visited corner of Italy delivers in historical, cultural and natural sights. Begin in the coastal town of Bari, admire unusual trulli buildings in Alberobello, stay in a former palace in Nardo, explore ancient sassi homes in Matera and discover the well-preserved ruins of Pompeii. With a local leader by your side and expert guides joining you along the way, you’ll really get a kick out of this adventure.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Naples, Polignano A Mare

Bari, Naples, Polignano A Mare, Nardò, Matera

Duration8 days

From

USD 5,380

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35% OFF TODAY

Sorrento, Positano, Amalfi, Capri & Pompeii

4.8

(10 reviews )

Trip customizable

Best price guaranteed

Everything from the hotel check-in to the daily tours was seamless. I appreciated how organized the tour was. Capri, Sorrento, and Pompeii were each impressive in their own way. Great value and unforgettable memories!

Cultural, religious and historic sites

Tour Type

Group Tour

Age Range

4-79 yrs

Operated in

english

Destinations

Pompeii, Amalfi Coast & Campania

Pompeii, Amalfi Coast & Campania, Naples, Sorrento, Positano, Amalfi, Capri

35% OFF TODAY

Duration5 days

From

USD 2,060

USD 1,339

Saving

USD 721

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6% OFF TODAY

Secrets of Puglia

4.6

(81 reviews )

No booking fees

Best price guaranteed

Sergio is full of life willing to go the extra mile and do whatever is necessary for everyone to have a great time. He went above and beyond helping us with bookings , food choices and anything else. I would give him more stars if I could. It was because of Sergio that we started as strangers and all parted as good friends. Thank you Sergio!

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Naples, Polignano A Mare, Lecce

Naples, Polignano A Mare, Lecce, Itria Valley, Matera

6% OFF TODAY

Duration9 days

From

USD 3,609

USD 3,409

Saving

USD 200

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Sardinia Escape: An 8-Day Island Adventure

Trip customizable

Best price guaranteed

Discover the captivating beauty, culture, and flavors of Sardinia on this unforgettable 8-day journey from Cagliari to the Emerald Coast. Explore ancient archaeological sites, charming medieval villages, and stunning coastal landscapes. Stroll through historic towns like Cagliari, Bosa, and Alghero, visit UNESCO World Heritage sites such as Su Nuraxi, and admire the turquoise waters of La Maddalena and Porto Cervo. Along the way, enjoy authentic Sardinian cuisine, local wines, and warm island hospitality as you uncover the true spirit of the Mediterranean’s hidden gem

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Sardinia, Olbia, Alghero, Sardar

Sardinia, Olbia, Alghero, Sardara, Orosei, Cagliari

Duration8 days

From

USD 2,602

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6% OFF TODAY

Enchanting Southern Italy

4.7

(111 reviews )

No booking fees

Best price guaranteed

I would like to thank Michele’s help when I needed medical attention, such as taking me to a pharmacy & arranging a Dr to come to my hotel room in Minori.

Explorer

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Naples, Minori

6% OFF TODAY

Duration8 days

From

USD 3,159

USD 2,959

Saving

USD 200

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Super Sales

Journeys: Southern Italy, Naples to Rome

(3 reviews )

No booking fees

Best price guaranteed

The trip was awesome and a once in a lifetime experience. We hope to book future trips like this, but it will be hard to live up to the quality of this trip, especially our CEO Elisabetta and our fellow ducklings.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Naples, Sorrento, Amalfi Coast

Duration8 days

From

USD 3,399

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Rome Florence Venice and Milan by Rail

Trip customizable

Best price guaranteed

This tour will take you on a memorable train ride across the major touristic cities of Italy. You’ll begin by exploring Rome, with stunning feats of civilization, modern and age-old alike. Colosseum, Navona Square, Pantheon, Spain Square, and Trevi Fountain are a few places that you can visit. The next place where you’ll take a train would be Florence. History, art, countryside, and delicious food are the gist of what this capital city of Tuscany has in store for you. Accademia and Uffizi Galleries are a must-visit. After Florence, The City of Water, Venice, awaits your arrival. Though the journey to Venice via rail is gorgeous, the city itself has its charm. Riding into a gondola through the Grand Canal and being mesmerized by the city’s beauty should be on your list. In addition, take a walking tour covering St Mark’s Square, Doge's Palace, Bell Tower, etc. Finally, we are at the last city of this train tour—Milan. An epitome of great fashion and design, Milan is a heart stealer. Apart from the latest cultural trends, you can even get a slice of history by visiting the Milan Cathedral. Also, ensure not to miss Leonardo Da Vinci’s stupefying Cenacolo, the Last Supper, which is one of the most famous artworks in the world. This train journey is one of the most popular Italy travel packages, offering a comprehensive tour of Italy's iconic cities.

Explorer

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Milan, Rome, Florence, Venice

Duration9 days

From

USD 1,102

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North to South Sardinia Express

Trip customizable

Best price guaranteed

Experience the charm and diversity of Sardinia on this 5-day journey from Alghero to Cagliari. Explore colorful seaside villages like Castelsardo, discover the beauty of La Maddalena and the glamorous Emerald Coast, and immerse yourself in Sardinia’s rich traditions in Nuoro and Orgosolo. Along the way, enjoy authentic local cuisine, scenic coastal drives, and the warm hospitality that makes Sardinia one of Italy’s most captivating islands

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Sardinia, Olbia, Alghero, Sardara

Duration5 days

From

USD 1,418

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All Italy Tours for Experienced Travelers

28 Experienced Travelers Trips in Italy with 707 Reviews

Build a personalized Italy trip for mature travelers?

28 Experienced Travelers Trips in Italy with 707 Reviews

Cycle the Full Via Francigena - Aosta to Rome

Fantasia Italiana

Tuscan Adventure: Rome to Florence

Central & Eastern Europe Explorer

Italy in Low Season

Best of Northern Italy: Florence to Venice

Premium Puglia

Sorrento, Positano, Amalfi, Capri & Pompeii

Secrets of Puglia

Sardinia Escape: An 8-Day Island Adventure

Enchanting Southern Italy

Journeys: Southern Italy, Naples to Rome

Rome Florence Venice and Milan by Rail

North to South Sardinia Express

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Italy Tours for Experienced Travelers

28 Experienced Travelers Trips in Italy with 707 Reviews

Build a personalized Italy trip for mature travelers?

28 Experienced Travelers Trips in Italy with 707 Reviews